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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049496Generated: November 2, 2026

Water → Ethyl 3-cyclopropyl-3-(6-(hydroxymethyl)pyrimidin-4-yl)propanoate

https://huagongshe.com/reaction/1049496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantEthyl 3-(6-(((tert-butyldiphenylsilyl)oxy)methyl)pyrimidin-4-yl)-3-cyclopropylpropanoateHCID 131736020—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-cyclopropyl-3-(6-(hydroxymethyl)pyrimidin-4-yl)propanoateHCID 11775963571.1%

Reaction Steps

To a solution of ethyl 3-(6-(((tert-butyldiphenylsilyl)oxy)methyl)pyrimidin-4-yl)-3-cyclopropylpropanoate (6.70 g) in THF (50 mL) was added a 1.0 M solution of tetrabutylammonium fluoride in THF (27.4 mL) at room temperature, and the mixture was directly stirred for 5 min. Water was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.44 g) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-3cfb3e04dfb2402fbe5829835701e665
Source noteuspto-grants-2016_07